Heck reaction in the synthesis of D-π-A chromophores: The effect of donor and acceptor on the ratio of 1,2- trans- and 1,1-isomer olefins

Abstract

The effect of substituents in the aniline donor and the type of heterocyclic acceptor/donor moieties on the yields of 1,2-trans- and 1,1-isomer ethylene D-π-A chromophores in Pd-catalyzed Heck reaction has been studied. Various D-π-A chromophores – derivatives of quinoline, quinoxaline, benzothiazole, carbazole and indolizine – were synthesized.

Graphical Abstract

Keywords:

• Benzothiazole
• D-π-A chromophore
• Heck reaction
• 1,1/1,2-isomer olefins
• quinoline
• quinoxaline

Additional information

Funding

The synthesis of quinoxalin-2-one, quinoline and benzothiazole chromophores was supported from the government assignment for FRC Kazan Scientific Center of RAS. Financial support of Russian Science Foundation [grant no. № 21-13-00206] is gratefully acknowledged for synthesis of chromophores with phenylquinoxaline moiety.